Side-chain effects on the solution-phase conformations and charge photogeneration dynamics of low-bandgap copolymers

Journal of Chemical Physics

Volumn 139, Issue 12, 2013, Pages

  Huo, Ming Ming ^a,b   Liang, Ran ^b   Xing, Ya Dong ^b   Hu, Rong ^b   Zhao, Ning Jiu ^b   Zhang, Wei ^b   Fu, Li Min ^b   Ai, Xi Cheng ^b   Zhang, Jian Ping ^a,b   Hou, Jian Hui ^c  

^a HARBIN INSTITUTE OF TECHNOLOGY   (China)

^b RENMIN UNIVERSITY OF CHINA   (China)

^c INSTITUTE OF GEOLOGY AND GEOPHYSICS   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE TRANSFER; CHEMICAL ANALYSIS; CONFORMATIONS; DYNAMICS; ENERGY GAP; EXCITONS; INFRARED DEVICES; QUANTUM CHEMISTRY;

CHARGE PHOTOGENERATION; FLUORESCENCE QUANTUM YIELD; LOW BAND-GAP COPOLYMERS; NEAR-INFRARED TIME RESOLVED; PHOTOVOLTAIC PERFORMANCE; QUANTUM CHEMICAL ANALYSIS; SOLUTION-PHASE CONFORMATIONS; THIENO[3 ,4-B]THIOPHENE;

QUANTUM THEORY;

EID: 84903362217     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.4821751     Document Type: Article

References (64)

1. Z. He, C. Zhong, S. Su, M. Xu, H. Wu, and Y. Cao, Nat. Photonics 6, 593 (2012). 10.1038/nphoton.2012.190
2. Z. He, C. Zhong, X. Huang, W.-Y. Wong, H. Wu, L. Chen, S. Su, and Y. Cao, Adv. Mater. 23, 4636 (2011). 10.1002/adma.201103006
3. T.-Y. Chu, J. Lu, S. Beaupreé, Y. Zhang, J.-R. Pouliot, S. Wakim, J. Zhou, M. Leclerc, Z. Li, J. Ding, and Y. Tao, J. Am. Chem. Soc. 133, 4250 (2011). 10.1021/ja200314m
4. H. J. Son, W. Wang, T. Xu, Y. Liang, Y. Wu, G. Li, and L. Yu, J. Am. Chem. Soc. 133, 1885 (2011). 10.1021/ja108601g
5. M. C. Scharber, D. Mühlbacher, M. Koppe, P. Denk, C. Waldauf, A. J. Heeger, and C. J. Brabec, Adv. Mater. 18, 789 (2006). 10.1002/adma.200501717
6. R. L. Uy, S. C. Price, and W. You, Macromol. Rapid Commun. 33, 1162 (2012). 10.1002/marc.201200129
7. H. Zhou, L. Yang, S. Stoneking, and W. You, ACS Appl. Mater. Interfaces 2, 1377 (2010). 10.1021/am1000344
8. H.-Y. Chen, J. Hou, S. Zhang, Y. Liang, G. Yang, Y. Yang, L. Yu, Y. Wu, and G. Li, Nat. Photonics 3, 649 (2009). 10.1038/nphoton.2009.192
9. J.-H. Kim, C. E. Song, I.-N. Kang, W. S. Shin, and D.-H. Hwang, Chem. Commun. 49, 3248 (2013). 10.1039/c3cc41160e
10. R. Steyrleuthner, M. Schubert, I. Howard, B. Klaumünzer, K. Schilling, Z. Chen, P. Saalfrank, F. Laquai, A. Facchetti, and D. Neher, J. Am. Chem. Soc. 134, 18303 (2012). 10.1021/ja306844f
11. J. Guo, Y. Liang, J. Szarko, B. Lee, H. J. Son, B. S. Rolczynski, L. Yu, and L. X. Chen, J. Phys. Chem. B 114, 742 (2010). 10.1021/jp909135k
12. J. M. Szarko, J. Guo, Y. Liang, B. Lee, B. S. Rolczynski, J. Strzalka, T. Xu, S. Loser, T. J. Marks, L. Yu, and L. X. Chen, Adv. Mater. 22, 5468 (2010). 10.1002/adma.201002687
13. J. Hou, H.-Y. Chen, S. Zhang, R. I. Chen, Y. Yang, Y. Wu, and G. Li, J. Am. Chem. Soc. 131, 15586 (2009). 10.1021/ja9064975
14. C. Shi, Y. Yao, Y. Yang, and Q. Pei, J. Am. Chem. Soc. 128, 8980 (2006). 10.1021/ja061664x
15. S. Cho, J. H. Seo, S. H. Kim, S. Song, Y. Jin, K. Lee, H. Suh, and A. J. Heeger, Appl. Phys. Lett. 93, 263301 (2008). 10.1063/1.3059554
16. Y. Liang, D. Feng, Y. Wu, S.-T. Tsai, G. Li, C. Ray, and L. Yu, J. Am. Chem. Soc. 131, 7792 (2009). 10.1021/ja901545q
17. A. T. Yiu, P. M. Beaujuge, O. P. Lee, C. H. Woo, M. F. Toney, and J. M. J. Fréchet, J. Am. Chem. Soc. 134, 2180 (2012). 10.1021/ja2089662
18. S. Tuladhar, M. Sims, J. Kirkpatrick, R. Maher, A. Chatten, D. Bradley, J. Nelson, P. Etchegoin, C. Nielsen, P. Massiot, W. George, and J. Steinke, Phys. Rev. B 79, 035201 (2009). 10.1103/PhysRevB.79.035201
19. M. Knaapila, R. Stepanyan, M. Torkkeli, V. M. Garamus, F. Galbrecht, B. S. Nehls, E. Preis, U. Scherf, and A. P. Monkman, Phys. Rev. E 77, 051803 (2008). 10.1103/PhysRevE.77.051803
20. J. Hou, Z. Tan, Y. Yan, Y. He, C. Yang, and Y. Li, J. Am. Chem. Soc. 128, 4911 (2006). 10.1021/ja060141m
21. T. Adachi, J. Brazard, R. J. Ono, B. Hanson, M. C. Traub, Z.-Q. Wu, Z. Li, J. C. Bolinger, V. Ganesan, C. W. Bielawski, D. A. V. Bout, and P. F. Barbara, J. Phys. Chem. Lett. 2, 1400 (2011). 10.1021/jz200546x
22. B. Friedel, C. R. McNeill, and N. C. Greenham, Chem. Mater. 22, 3389 (2010). 10.1021/cm100189t
23. Y. Zou, A. Najari, P. Berrouard, S. Beaupreé, B. Reéda Aïch, Y. Tao, and M. Leclerc, J. Am. Chem. Soc. 132, 5330 (2010). 10.1021/ja101888b
24. L. Biniek, S. Fall, C. L. Chochos, D. V. Anokhin, D. A. Ivanov, N. Leclerc, P. Leévêque, and T. Heiser, Macromolecules 43, 9779 (2010). 10.1021/ma102164c
25. T.-Q. Nguyen, V. Doan, and B. J. Schwartz, J. Chem. Phys. 110, 4068 (1999). 10.1063/1.478288
26. B. Ferreira, P. F. da Silva, J. S. Seixas de Melo, J. Pina, and A. Maçanita, J. Phys. Chem. B 116, 2347 (2012). 10.1021/jp207418q
27. N. Banerji, S. Cowan, E. Vauthey, and A. J. Heeger, J. Phys. Chem. C 115, 9726 (2011). 10.1021/jp1119348
28. S. Westenhoff, C. Daniel, R. H. Friend, C. Silva, V. Sundström, and A. Yartsev, J. Chem. Phys. 122, 094903 (2005). 10.1063/1.1855292
29. E. R. Simas, M. H. Gehlen, M. F. S. Pinto, J. Siqueira, and L. Misoguti, J. Phys. Chem. A 114, 12384 (2010). 10.1021/jp108168f
30. E. Fron, A. Deres, S. Rocha, G. Zhou, K. Müllen, F. C. De Schryver, M. Sliwa, H. Uji-i, J. Hofkens, and T. Vosch, J. Phys. Chem. B 114, 1277 (2010). 10.1021/jp909295h
31. F. B. Dias, S. King, A. P. Monkman, I. I. Perepichka, M. A. Kryuchkov, I. F. Perepichka, and M. R. Bryce, J. Phys. Chem. B 112, 6557 (2008). 10.1021/jp800068d
32. B. S. Rolczynski, J. M. Szarko, H. J. Son, Y. Liang, L. Yu, and L. X. Chen, J. Am. Chem. Soc. 134, 4142 (2012). 10.1021/ja209003y
33. B. Carsten, J. M. Szarko, H. J. Son, W. Wang, L. Lu, F. He, B. S. Rolczynski, S. J. Lou, L. X. Chen, and L. Yu, J. Am. Chem. Soc. 133, 20468 (2011). 10.1021/ja208642b
34. H. J. Son, B. Carsten, I. H. Jung, and L. Yu, Energy Environ. Sci. 5, 8158 (2012). 10.1039/c2ee21608f
35. G. Scholes and G. Rumbles, Nat. Mater. 5, 683 (2006). 10.1038/nmat1710
36. A. Petrozza, F. Laquai, I. A. Howard, J.-S. Kim, and R. H. Friend, Phys. Rev. B 81, 205421 (2010). 10.1103/PhysRevB.81.205421
37. L. Huo, S. Zhang, X. Guo, F. Xu, Y. Li, and J. Hou, Angew. Chem., Int. Ed. 50, 9697 (2011). 10.1002/anie.201103313
38. S. Wen, Q. Dong, W. Cheng, P. Li, B. Xu, and W. Tian, Sol. Energy Mater. Sol. Cells 100, 239 (2012). 10.1016/j.solmat.2012.01.025
39. H.-Y. Chen, J.-L. Wu, C.-T. Chen, and C.-T. Chen, Chem. Commun. 48, 1012 (2012). 10.1039/c1cc16619k
40. G. M. Bilmes, J. O. Tocho, and S. E. Braslavsky, J. Phys. Chem. 93, 6696 (1989). 10.1021/j100355a026
41. N. J. L. Roth and A. C. Craig, J. Phys. Chem. 78, 1154 (1974). 10.1021/j100605a005
42. W. Zhang, R. Hu, D. Li, M.-M. Huo, X.-C. Ai, and J.-P. Zhang, J. Phys. Chem. C 116, 4298 (2012). 10.1021/jp211653x
43. C. Risko, M. D. McGehee, and J.-L. Brédas, Chem. Sci. 2, 1200 (2011). 10.1039/c0sc00642d
44. K. G. Jespersen, W. J. D. Beenken, Y. Zaushitsyn, A. Yartsev, M. Andersson, T. n. Pullerits, and V. Sundström, J. Chem. Phys. 121, 12613 (2004). 10.1063/1.1817873
45. J. Peet, A. J. Heeger, and G. C. Bazan, Acc. Chem. Res. 42, 1700 (2009). 10.1021/ar900065j
46. H. Yamagata and F. C. Spano, J. Chem. Phys. 136, 184901 (2012). 10.1063/1.4705272
47. See supplementary material at http://dx.doi.org/10.1063/1.4821751 E-JCPSA6-139-004337 for data on additional steady-state and time-resolved spectroscopies, quantum chemical calculations, and charge yield determination.
48. F. Etzold, I. A. Howard, R. Mauer, M. Meister, T.-D. Kim, K.-S. Lee, N. S. Baek, and F. Laquai, J. Am. Chem. Soc. 133, 9469 (2011). 10.1021/ja201837e
49. S. Cook, A. Furube, and R. Katoh, Energy Environ. Sci. 1, 294 (2008). 10.1039/b805643a
50. B. Kraabel, D. Moses, and A. J. Heeger, J. Chem. Phys. 103, 5102 (1995). 10.1063/1.470597
51. M. M.-L. Grage, T. Pullerits, A. Ruseckas, M. Theander, O. Inganäs, and V. Sundström, Chem. Phys. Lett. 339, 96 (2001). 10.1016/S0009-2614(01) 00305-0
52. N. Banerji, S. Cowan, M. Leclerc, E. Vauthey, and A. J. Heeger, J. Am. Chem. Soc. 132, 17459 (2010). 10.1021/ja105290e
53. E. Busby, E. C. Carroll, E. M. Chinn, L. Chang, A. J. Moulé, and D. S. Larsen, J. Phys. Chem. Lett. 2, 2764 (2011). 10.1021/jz201168q
54. K. Johnson, Y.-S. Huang, S. Huettner, M. Sommer, M. Brinkmann, R. Mulherin, D. Niedzialek, D. Beljonne, J. Clark, W. T. S. Huck, and R. H. Friend, J. Am. Chem. Soc. 135, 5074 (2013). 10.1021/ja3121247
55. T. Virgili, D. Marinotto, G. Lanzani, and D. D. C. Bradley, Appl. Phys. Lett. 86, 091113 (2005). 10.1063/1.1879085
56. J. Nelson, Phys. Rev. B 67, 155209 (2003). 10.1103/PhysRevB.67.155209
57. T. M. Clarke, F. C. Jamieson, and J. R. Durrant, J. Phys. Chem. C 113, 20934 (2009). 10.1021/jp909442s
58. J. Guo, H. Ohkita, S. Yokoya, H. Benten, and S. Ito, J. Am. Chem. Soc. 132, 9631 (2010). 10.1021/ja9108787
59. R. F. Rodrigues, A. Charas, J. Morgado, and A. Maçanita, Macromolecules 43, 765 (2010). 10.1021/ma902096p
60. A. Bottino, G. Capannelli, S. Munari, and A. Turturro, J. Polym. Sci., Part B: Polym. Phys. 26, 785 (1988). 10.1002/polb.1988.090260405
61. B. Miehlich, A. Savin, H. Stoll, and H. Preuss, Chem. Phys. Lett. 157, 200 (1989). 10.1016/0009-2614(89)87234-3
62. A. D. Becke, Phys. Rev. A 38, 3098 (1988). 10.1103/PhysRevA.38.3098
63. S. B. Darling and M. Sternberg, J. Phys. Chem. B 113, 6215 (2009). 10.1021/jp808045j
64. B. Carsten, J. M. Szarko, L. Lu, H. J. Son, F. He, Y. Y. Botros, L. X. Chen, and L. Yu, Macromolecules 45, 6390 (2012). 10.1021/ma3011119